推荐产品
等级
technical
质量水平
方案
≥95% (GC)
表单
liquid
折射率
n20/D 1.392 (lit.)
沸点
114-117 °C (lit.)
mp
8-11 °C (lit.)
密度
0.793 g/mL at 20 °C (lit.)
SMILES字符串
C[Si](C)(C)C#N
InChI
1S/C4H9NSi/c1-6(2,3)4-5/h1-3H3
InChI key
LEIMLDGFXIOXMT-UHFFFAOYSA-N
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应用
Trimethylsilyl cyanide (TMSCN) can be used as a reagent in the:
- Cyanosilylation of carbonyl compounds using various catalysts.
- Synthesis of α-aminonitriles by one-pot, three-component Strecker reaction of ketones with various amines using Brønsted acid catalyst.
- Cyanation of aryl halides using palladium-complex as a catalyst.
警示用语：
Danger
危险分类
Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Flam. Liq. 2
补充剂危害
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
33.8 °F - closed cup
闪点(°C)
1 °C - closed cup
个人防护装备
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
A convenient and efficient procedure for the palladium-catalyzed cyanation of aryl halides using trimethylsilylcyanide
Sundermeier M, et al.
Journal of Organometallic Chemistry, 684(1-2), 50-55 (2003)
Indium tribromide: a highly effective catalyst for the addition of trimethylsilyl cyanide to ?-hetero-substituted ketones
Bandini M, et al.
Tetrahedron Letters, 42(16), 3041-3043 (2001)
Asymmetric addition of trimethylsilyl cyanide to ketones catalyzed by Al (salen)/triphenylphosphine oxide
Kim SS and Kwak Ju M
Tetrahedron, 62(1), 49-53 (2006)
Zhiguo Zhang et al.
The Journal of organic chemistry, 76(23), 9764-9776 (2011-10-21)
We report a new thiourea-Brønsted acid cooperative catalytic system for the enantioselective cyanosilylation of aldehydes with yields up to 90% and enantioselectivities up to 88%. The addition of an achiral acid was found to be crucial for high asymmetric induction.
Siddhartha R Shenoy et al.
Journal of the American Chemical Society, 128(26), 8671-8677 (2006-06-29)
The limitations of stereoelectronic models in assessing the stereoselective nucleophilic substitution reactions of cyclic oxocarbenium ions at high reaction rates are discussed. Evidence is provided suggesting that the diastereoselectivity of nucleophilic substitution reactions is attenuated at the limits of diffusion
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